EP2570418A3 - 2,3-dihydro-6-nitroimidazo[2,1-b]oxazoles - Google Patents

2,3-dihydro-6-nitroimidazo[2,1-b]oxazoles Download PDF

Info

Publication number
EP2570418A3
EP2570418A3 EP12193820.3A EP12193820A EP2570418A3 EP 2570418 A3 EP2570418 A3 EP 2570418A3 EP 12193820 A EP12193820 A EP 12193820A EP 2570418 A3 EP2570418 A3 EP 2570418A3
Authority
EP
European Patent Office
Prior art keywords
alkyl group
nitroimidazo
dihydro
general formula
hydrogen atom
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Withdrawn
Application number
EP12193820.3A
Other languages
German (de)
English (en)
French (fr)
Other versions
EP2570418A2 (en
Inventor
Hidetsugu Tsubouchi
Hirofumi Sasaki
Hideaki Kuroda
Motohiro Itotani
Takeshi Hasegawa
Yoshikazu Haraguchi
Takeshi Kuroda
Takayuki Matsuzaki
Kuninori Tai
Makoto Komatsu
Makoto Matsumoto
Hiroyuki Hashizume
Tatsuo Tomishige
Yuji Seike
Masanori Kawasaki
Takumi Sumida
Shin Miyamura
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Otsuka Pharmaceutical Co Ltd
Original Assignee
Otsuka Pharmaceutical Co Ltd
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Otsuka Pharmaceutical Co Ltd filed Critical Otsuka Pharmaceutical Co Ltd
Publication of EP2570418A2 publication Critical patent/EP2570418A2/en
Publication of EP2570418A3 publication Critical patent/EP2570418A3/en
Withdrawn legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D498/00—Heterocyclic compounds containing in the condensed system at least one hetero ring having nitrogen and oxygen atoms as the only ring hetero atoms
    • C07D498/02—Heterocyclic compounds containing in the condensed system at least one hetero ring having nitrogen and oxygen atoms as the only ring hetero atoms in which the condensed system contains two hetero rings
    • C07D498/04—Ortho-condensed systems
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P11/00—Drugs for disorders of the respiratory system
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P31/00—Antiinfectives, i.e. antibiotics, antiseptics, chemotherapeutics
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P31/00—Antiinfectives, i.e. antibiotics, antiseptics, chemotherapeutics
    • A61P31/04—Antibacterial agents
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P31/00—Antiinfectives, i.e. antibiotics, antiseptics, chemotherapeutics
    • A61P31/04—Antibacterial agents
    • A61P31/06—Antibacterial agents for tuberculosis
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D498/00—Heterocyclic compounds containing in the condensed system at least one hetero ring having nitrogen and oxygen atoms as the only ring hetero atoms
    • C07D498/12—Heterocyclic compounds containing in the condensed system at least one hetero ring having nitrogen and oxygen atoms as the only ring hetero atoms in which the condensed system contains three hetero rings
    • C07D498/20—Spiro-condensed systems
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
    • C07F7/00—Compounds containing elements of Groups 4 or 14 of the Periodic Table
    • C07F7/02—Silicon compounds
    • C07F7/08—Compounds having one or more C—Si linkages
    • C07F7/0803—Compounds with Si-C or Si-Si linkages
    • C07F7/081—Compounds with Si-C or Si-Si linkages comprising at least one atom selected from the elements N, O, halogen, S, Se or Te
    • C07F7/0812—Compounds with Si-C or Si-Si linkages comprising at least one atom selected from the elements N, O, halogen, S, Se or Te comprising a heterocyclic ring

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Public Health (AREA)
  • General Chemical & Material Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Veterinary Medicine (AREA)
  • Animal Behavior & Ethology (AREA)
  • General Health & Medical Sciences (AREA)
  • Oncology (AREA)
  • Communicable Diseases (AREA)
  • Pulmonology (AREA)
  • Engineering & Computer Science (AREA)
  • Bioinformatics & Cheminformatics (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Plural Heterocyclic Compounds (AREA)
  • Nitrogen And Oxygen Or Sulfur-Condensed Heterocyclic Ring Systems (AREA)
  • Heterocyclic Carbon Compounds Containing A Hetero Ring Having Nitrogen And Oxygen As The Only Ring Hetero Atoms (AREA)
EP12193820.3A 2002-10-11 2003-10-10 2,3-dihydro-6-nitroimidazo[2,1-b]oxazoles Withdrawn EP2570418A3 (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
JP2002298259 2002-10-11
EP03754085A EP1555267B1 (en) 2002-10-11 2003-10-10 2,3-DIHYDRO-6-NITROIMIDAZO[2,1-b]OXAZOLES

Related Parent Applications (1)

Application Number Title Priority Date Filing Date
EP03754085.3 Division 2003-10-10

Publications (2)

Publication Number Publication Date
EP2570418A2 EP2570418A2 (en) 2013-03-20
EP2570418A3 true EP2570418A3 (en) 2013-07-03

Family

ID=32089299

Family Applications (2)

Application Number Title Priority Date Filing Date
EP12193820.3A Withdrawn EP2570418A3 (en) 2002-10-11 2003-10-10 2,3-dihydro-6-nitroimidazo[2,1-b]oxazoles
EP03754085A Expired - Lifetime EP1555267B1 (en) 2002-10-11 2003-10-10 2,3-DIHYDRO-6-NITROIMIDAZO[2,1-b]OXAZOLES

Family Applications After (1)

Application Number Title Priority Date Filing Date
EP03754085A Expired - Lifetime EP1555267B1 (en) 2002-10-11 2003-10-10 2,3-DIHYDRO-6-NITROIMIDAZO[2,1-b]OXAZOLES

Country Status (26)

Country Link
US (1) US7262212B2 (cg-RX-API-DMAC7.html)
EP (2) EP2570418A3 (cg-RX-API-DMAC7.html)
JP (1) JP4186065B2 (cg-RX-API-DMAC7.html)
KR (1) KR100723847B1 (cg-RX-API-DMAC7.html)
CN (4) CN101172981A (cg-RX-API-DMAC7.html)
AR (4) AR041198A1 (cg-RX-API-DMAC7.html)
AU (1) AU2003272979B2 (cg-RX-API-DMAC7.html)
BE (1) BE2014C053I2 (cg-RX-API-DMAC7.html)
BR (1) BRPI0314344B8 (cg-RX-API-DMAC7.html)
CA (1) CA2497569C (cg-RX-API-DMAC7.html)
CY (2) CY1113578T1 (cg-RX-API-DMAC7.html)
DK (1) DK1555267T3 (cg-RX-API-DMAC7.html)
ES (1) ES2400179T3 (cg-RX-API-DMAC7.html)
FR (1) FR14C0066I2 (cg-RX-API-DMAC7.html)
HU (1) HUS1400046I1 (cg-RX-API-DMAC7.html)
LU (1) LU92517I2 (cg-RX-API-DMAC7.html)
MX (1) MXPA05003674A (cg-RX-API-DMAC7.html)
MY (1) MY139244A (cg-RX-API-DMAC7.html)
PL (3) PL404913A1 (cg-RX-API-DMAC7.html)
PT (1) PT1555267E (cg-RX-API-DMAC7.html)
RU (1) RU2326121C3 (cg-RX-API-DMAC7.html)
SI (1) SI1555267T1 (cg-RX-API-DMAC7.html)
TW (1) TWI347946B (cg-RX-API-DMAC7.html)
UA (1) UA83200C2 (cg-RX-API-DMAC7.html)
WO (1) WO2004033463A1 (cg-RX-API-DMAC7.html)
ZA (1) ZA200501033B (cg-RX-API-DMAC7.html)

Families Citing this family (83)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
ATE502928T1 (de) 2000-11-01 2011-04-15 Millennium Pharm Inc Stickstoffhaltige heterozyklische verbindungen und verfahren zu deren herstellung
KR100655670B1 (ko) * 2002-10-15 2007-02-28 오쓰까 세이야꾸 가부시키가이샤 1-치환된 4-니트로이미다졸 화합물 및 이의 제조 방법
JP4761756B2 (ja) * 2003-10-31 2011-08-31 大塚製薬株式会社 ２，３−ジヒドロイミダゾ［２，１−ｂ］オキサゾ−ル化合物
TWI335331B (en) 2003-10-31 2011-01-01 Otsuka Pharma Co Ltd 2,3-dihydro-6-nitroimidazo [2,1-b] oxazole compound
TWI300409B (en) 2004-02-18 2008-09-01 Otsuka Pharma Co Ltd Method for producing 4-nitroimidazole compound
PT1731518E (pt) 2004-03-31 2014-09-18 Nippon Soda Co Composto amina cíclico e agente de controlo de pragas
JP4787529B2 (ja) * 2004-04-09 2011-10-05 大塚製薬株式会社 医薬組成物
JP4789966B2 (ja) * 2004-04-09 2011-10-12 大塚製薬株式会社 医薬組成物
MX2007016523A (es) * 2005-06-20 2008-03-06 Schering Corp Piperidinas sustituidas ligadas a carbono y derivados de las mismas utiles como antagonistas de hsitamina h3.
CN101222913B (zh) * 2005-07-28 2011-09-21 大塚制药株式会社 包含2，3-二氢-6-硝基咪唑[2，1-b]噁唑衍生物的药物组合物
TW201233389A (en) * 2005-10-05 2012-08-16 Otsuka Pharma Co Ltd Antituberculous therapeutic drugs and kit containing the same
JP5105818B2 (ja) * 2005-10-05 2012-12-26 大塚製薬株式会社 医薬組成物
BRPI0616667B1 (pt) * 2005-10-06 2017-07-18 Nippon Soda Co. , Ltd. Compounds of cyclical amine or salts thereof or non-oxides thereof, and agents for control of fever
TW200800268A (en) * 2005-11-04 2008-01-01 Otsuka Pharma Co Ltd Medicinal composition showing improved drug absorbability
WO2007078335A2 (en) * 2005-12-21 2007-07-12 Decode Genetics, Ehf. Biaryl nitrogen heterocycle inhibitors of lta4h for treating inflammation
JP2009526773A (ja) * 2006-02-13 2009-07-23 ラボラトワール セローノ ソシエテ アノニム 細菌感染症治療のためのスルホンアミド誘導体
JP2007297305A (ja) * 2006-04-28 2007-11-15 Daiso Co Ltd Ｎ−（２，３−エポキシ−２−メチルプロピル）フタルイミドの製造法
US8835426B2 (en) * 2007-02-26 2014-09-16 Vitae Pharmaceuticals, Inc. Cyclic urea and carbamate inhibitors of 11β-hydroxysteroid dehydrogenase 1
AR070301A1 (es) * 2007-05-08 2010-03-31 Otsuka Pharma Co Ltd Compuesto epoxi y metodo para producir el mismo
ATE554078T1 (de) * 2007-07-26 2012-05-15 Vitae Pharmaceuticals Inc Synthese von 11-beta-hydroxysteroid-dehydrogenase-1-hemmern
WO2009021965A2 (en) * 2007-08-15 2009-02-19 Glaxo Group Limited Substituted quinoline derivatives as h1 receptor antagonists
US20100222349A1 (en) * 2007-10-16 2010-09-02 Glaxo Group Limited Quinoline derivatives used to treat inflammatory and allergic diseases
AR069207A1 (es) * 2007-11-07 2010-01-06 Vitae Pharmaceuticals Inc Ureas ciclicas como inhibidores de la 11 beta - hidroxi-esteroide deshidrogenasa 1
WO2009075835A1 (en) 2007-12-11 2009-06-18 Vitae Pharmaceutical, Inc CYCLIC UREA INHIBITORS OF 11β-HYDROXYSTEROID DEHYDROGENASE 1
TW200934490A (en) * 2008-01-07 2009-08-16 Vitae Pharmaceuticals Inc Lactam inhibitors of 11 &abgr;-hydroxysteroid dehydrogenase 1
JP5490020B2 (ja) 2008-01-24 2014-05-14 ヴァイティー ファーマシューティカルズ，インコーポレイテッド １１β−ヒドロキシステロイドデヒドロゲナーゼ１の環状カルバゼート及びセミカルバジドインヒビター
JP5734666B2 (ja) * 2008-02-11 2015-06-17 ヴァイティー ファーマシューティカルズ，インコーポレイテッド １１β−ヒドロキシステロイドデヒドロゲナーゼ１の１，３−オキサアゼパン−２−オン及び１，３−ジアゼパン−２−オン阻害剤
EP2254872A2 (en) * 2008-02-15 2010-12-01 Vitae Pharmaceuticals, Inc. Cycloalkyl lactame derivatives as inhibitors of 11-beta-hydroxysteroid dehydrogenase 1
JP5538356B2 (ja) * 2008-03-18 2014-07-02 ヴァイティー ファーマシューティカルズ，インコーポレイテッド １１β−ヒドロキシステロイドデヒドロゲナーゼ１型の阻害剤
CA2712613C (en) * 2008-03-26 2017-02-28 Global Alliance For Tb Drug Development Bicyclic nitroimidazoles covalently linked to substituted phenyl oxazolidinones
CL2009001058A1 (es) 2008-05-01 2010-09-10 Vitae Pharmaceuticals Inc Compuestos derivados de oxazinas sustituidas, inhibidores de la 11b-hidroxiesteroide deshidrogenasa de tipo-1; composicion farmaceutica; y uso del compuesto para inhibir la actividad de 11b-hsd1, como en el tratamiento de la diabetes, dislipidemia, hipertension, obesidad, cancer, glaucoma, entre otras.
CA2723032A1 (en) * 2008-05-01 2009-11-05 Vitae Pharmaceuticals, Inc. Cyclic inhibitors of 11beta-hydroxysteroid dehydrogenase 1
US8592410B2 (en) 2008-05-01 2013-11-26 Vitae Pharmaceuticals, Inc. Cyclic inhibitors of 11BETA-hydroxysteroid dehydrogenase 1
AU2009241727B2 (en) 2008-05-01 2013-05-02 Vitae Pharmaceuticals, Inc Cyclic inhibitors of 11beta-hydroxysteroid dehydrogenase 1
CA2729998A1 (en) 2008-07-25 2010-01-28 Boehringer Ingelheim International Gmbh Inhibitors of 11beta-hydroxysteroid dehydrogenase 1
JP5379160B2 (ja) 2008-07-25 2013-12-25 ベーリンガー インゲルハイム インターナショナル ゲゼルシャフト ミット ベシュレンクテル ハフツング １１β−ヒドロキシステロイドデヒドロゲナーゼ１の環状インヒビター
US9643922B2 (en) 2008-08-18 2017-05-09 Yale University MIF modulators
AU2009283195A1 (en) * 2008-08-18 2010-02-25 Yale University MIF modulators
US9540322B2 (en) 2008-08-18 2017-01-10 Yale University MIF modulators
WO2010143007A1 (en) * 2009-06-10 2010-12-16 Dynamit Nobel Gmbh Explosivstoff-Und Systemtechnik Method for the production of 2-halogeno-4-nitroimidazole
WO2010021409A1 (en) 2008-08-21 2010-02-25 Dynamit Nobel Gmbh Explosivstoff - Und Systemtechnik Methods for the production of 2-halo-4-nitroimidazole and intermediates thereof
CA2744946A1 (en) 2009-02-04 2010-08-12 Boehringer Ingelheim International Gmbh Cyclic inhibitors of 11.beta.-hydroxysteroid dehydrogenase 1
TW201039034A (en) * 2009-04-27 2010-11-01 Chunghwa Picture Tubes Ltd Pixel structure and the method of forming the same
MA33216B1 (fr) 2009-04-30 2012-04-02 Boehringer Ingelheim Int Inhibiteurs cycliques de la 11béta-hydroxysteroïde déshydrogénase 1
GEP20156309B (en) * 2009-04-30 2015-07-10 Vitae Pharmaceuticals Inc Cyclic inhibitors of 11beta-hydroxysteroid dehydrogenase 1
EP2440537A1 (en) 2009-06-11 2012-04-18 Vitae Pharmaceuticals, Inc. Cyclic inhibitors of 11beta-hydroxysteroid dehydrogenase 1 based on the 1,3 -oxazinan- 2 -one structure
JP5749263B2 (ja) 2009-07-01 2015-07-15 ヴァイティー ファーマシューティカルズ，インコーポレイテッド １１β−ヒドロキシステロイドデヒドロゲナーゼ１の環状インヒビター
US9198913B2 (en) 2009-07-31 2015-12-01 Global Alliance For Tb Drug Development Nitroimidazooxazines and their uses in anti-tubercular therapy
WO2011014776A1 (en) * 2009-07-31 2011-02-03 Global Alliance For Tb Drug Development Nitroimidazooxazine and nitroimidazooxazole analogues and their uses
KR101746482B1 (ko) * 2009-07-31 2017-06-27 글로벌 알리앙스 포 티비 드럭 디벨롭먼트 니트로이미다조옥사진 및 항결핵 치료요법에서의 이의 용도
WO2011052522A1 (ja) 2009-10-26 2011-05-05 富士フイルムＲｉファーマ株式会社 感染症診断薬
TW201200523A (en) 2010-01-29 2012-01-01 Otsuka Pharma Co Ltd Synthetic intermediate of oxazole compound and method for producing the same
GB201012209D0 (en) * 2010-05-31 2010-09-08 Ge Healthcare Ltd In vivo imaging agent
JP5860042B2 (ja) 2010-06-16 2016-02-16 ヴァイティー ファーマシューティカルズ，インコーポレイテッド 置換５、６及び７員複素環、そのような化合物を含有する医薬及びそれらの使用
JP5813106B2 (ja) 2010-06-25 2015-11-17 ベーリンガー インゲルハイム インターナショナル ゲゼルシャフト ミット ベシュレンクテル ハフツング 代謝障害の処置のための１１−β−ＨＳＤ１のインヒビターとしてのアザスピロヘキサノン
CA2813671A1 (en) 2010-11-02 2012-05-10 Boehringer Ingelheim International Gmbh Pharmaceutical combinations for the treatment of metabolic disorders
EP2697232B1 (en) 2011-04-15 2016-05-18 Otsuka Pharmaceutical Co., Ltd. 6,7-dihydroimidazo[2,1-b][1,3]oxazine bactericides
JP2015006994A (ja) * 2011-10-28 2015-01-15 大正製薬株式会社 ジヒドロイミダゾオキサゾール誘導体
US9572809B2 (en) 2012-07-18 2017-02-21 Spero Trinem, Inc. Combination therapy to treat Mycobacterium diseases
FR3000064A1 (fr) 2012-12-21 2014-06-27 Univ Lille Ii Droit & Sante Composes de type spiroisoxazoline ayant une activite potentialisatrice de l'activite d'un antibiotique-composition et produit pharmaceutiques comprenant de tels composes
US9845330B2 (en) * 2013-10-04 2017-12-19 Council Of Scientific & Industrial Research 6-nitro-2,3-dihydroimidazo[2,1-b]oxazoles and a process for the preparation thereof
CN103524492A (zh) * 2013-10-23 2014-01-22 中国药科大学 侧链含硝基咪唑基团取代的喹诺酮类化合物、其制备及用途
AR101704A1 (es) 2014-08-28 2017-01-04 Otsuka Pharma Co Ltd Compuestos heterocíclicos fusionados
JP6467042B2 (ja) * 2014-10-21 2019-02-06 カウンシル オブ サイエンティフィック アンド インダストリアル リサーチ 抗マイコバクテリア剤としての置換１，２，３−トリアゾール−１−イル−メチル−２，３−ジヒドロ−２−メチル−６−ニトロイミダゾ［２，１−ｂ］オキサゾールとその調製方法
CN105732659B (zh) * 2014-12-12 2019-07-16 上海阳帆医药科技有限公司 硝基咪唑类化合物及其制备方法和在制药中的用途
TW201632533A (zh) 2015-01-29 2016-09-16 南京明德新藥研發股份有限公司 抗肺結核病的硝基咪唑衍生物
WO2016158737A1 (ja) * 2015-03-27 2016-10-06 大塚製薬株式会社 １－（４－ヒドロキシフェニル）－４－（４－トリフルオロメトキシフェノキシ）ピペリジン又はその塩の製造方法
CN106317072B (zh) * 2015-06-17 2020-03-17 盟科医药技术(上海)有限公司 用于分枝杆菌感染治疗的杂环化合物及其应用
WO2017146246A1 (ja) 2016-02-26 2017-08-31 大塚製薬株式会社 ピペリジン誘導体
CN105859628B (zh) * 2016-04-19 2018-08-07 清远职业技术学院 一种抗菌化合物对n咪唑苯甲醛缩邻甲苯胺希夫碱及其制备方法和应用
BR112019001163A2 (pt) * 2016-07-22 2019-04-30 Medshine Discovery Inc. cristal e sal de nitroimidazol e método de fabricação do mesmo
ES2899365T3 (es) * 2017-08-16 2022-03-11 Glaxosmithkline Ip Dev Ltd Compuestos novedosos
WO2019240104A1 (ja) 2018-06-11 2019-12-19 大塚製薬株式会社 デラマニド含有組成物
CN109705022A (zh) * 2018-12-28 2019-05-03 上海彩迩文生化科技有限公司 一种芳香胺中间体的制备方法
CN112300192B (zh) * 2019-08-02 2023-08-11 南京长澳医药科技有限公司 硝基咪唑类化合物及其制备方法和用途
CN110483549B (zh) * 2019-08-30 2021-03-05 沈阳药科大学 一种硝基咪唑吡喃类抗结核药物的制备方法
CN110615800A (zh) * 2019-10-16 2019-12-27 李丽丽 硝基咪唑类化合物及其制备方法和用途
CN112156088B (zh) * 2020-10-30 2021-08-31 健民药业集团股份有限公司 一种化合物在制备结核分枝杆菌抑制剂中的用途
CN113603706A (zh) * 2021-08-04 2021-11-05 深圳市泰力生物医药有限公司 德拉马尼的晶型、含有该晶型的活性药物和药物组合物
EP4563147A1 (en) 2022-07-29 2025-06-04 Otsuka Pharmaceutical Co., Ltd. Delamanid-containing solid dispersion
CN115368252B (zh) * 2022-09-19 2024-01-12 西北农林科技大学 一种4-胺基酚类衍生物及应用
CN116640106B (zh) * 2023-05-11 2024-03-08 郑州大学 一种苯基哌嗪类化合物及其制备方法、应用
CN119059990B (zh) * 2024-11-01 2025-02-07 安徽昊帆生物有限公司 1-氨基甲酸叔丁酯哌嗪的制备方法

Family Cites Families (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5668127A (en) 1995-06-26 1997-09-16 Pathogenesis Corporation Nitroimidazole antibacterial compounds and methods of use thereof

Non-Patent Citations (3)

* Cited by examiner, † Cited by third party
Title
ASHTEKAR DILIP R ET AL: "In vitro and in vivo activities of the nitroimidazole CGI 17341 against mycobacterium tuberculosis", ANTIMICROBIAL AGENTS AND CHEMOTHERAPY, AMERICAN SOCIETY FOR MICROBIOLOGY, WASHINGTON, DC, US, vol. 1.37, no. 2, 1 February 1993 (1993-02-01), pages 183 - 186, XP002974847, ISSN: 0066-4804 *
NAGARAJAN K ET AL: "Nitroimidazoles XXI 2,3-dihydro-6-nitroimidazo [2,1-b] oxazoles with antitubercular activity", EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, EDITIONS SCIENTIFIQUE ELSEVIER, PARIS, FR, vol. 24, no. 6, 1 November 1989 (1989-11-01), pages 631 - 633, XP023870334, ISSN: 0223-5234, [retrieved on 19891101], DOI: 10.1016/0223-5234(89)90034-2 *
SEHGAL RAJ K ET AL: "Potential radiosensitizing agents. 2. Synthesis and biological activity of derivatives of dinitroimidazole with oxiranes", JOURNAL OF MEDICINAL CHEMISTRY, AMERICAN CHEMICAL SOCIETY, US, vol. 24, no. 5, 1 January 1981 (1981-01-01), pages 601 - 604, XP002974846, ISSN: 0022-2623, DOI: 10.1021/JM00137A021 *

Also Published As

Publication number Publication date
TWI347946B (en) 2011-09-01
CA2497569A1 (en) 2004-04-22
PL409525A1 (pl) 2014-11-10
HK1171018A1 (en) 2013-03-15
TW200420568A (en) 2004-10-16
AR041198A1 (es) 2005-05-04
US7262212B2 (en) 2007-08-28
CN100366624C (zh) 2008-02-06
AU2003272979A1 (en) 2004-05-04
MY139244A (en) 2009-09-30
JP2004149527A (ja) 2004-05-27
ES2400179T3 (es) 2013-04-08
BRPI0314344B8 (pt) 2021-05-25
AR089950A2 (es) 2014-10-01
KR100723847B1 (ko) 2007-05-31
RU2005114017A (ru) 2006-01-20
PL404913A1 (pl) 2013-09-30
CY2014041I1 (el) 2016-07-27
CY2014041I2 (el) 2016-07-27
HUS1400046I1 (hu) 2017-04-28
ZA200501033B (en) 2006-06-28
AR086485A2 (es) 2013-12-18
CN102532162A (zh) 2012-07-04
AR091771A2 (es) 2015-02-25
CA2497569C (en) 2011-05-24
LU92517I2 (fr) 2014-10-13
CN101255170A (zh) 2008-09-03
BE2014C053I2 (cg-RX-API-DMAC7.html) 2022-08-30
FR14C0066I1 (cg-RX-API-DMAC7.html) 2014-10-17
US20060094767A1 (en) 2006-05-04
UA83200C2 (en) 2008-06-25
AU2003272979B2 (en) 2009-07-23
WO2004033463A1 (ja) 2004-04-22
SI1555267T1 (sl) 2013-05-31
RU2326121C2 (ru) 2008-06-10
CN1705670A (zh) 2005-12-07
CN101172981A (zh) 2008-05-07
PT1555267E (pt) 2013-01-29
BR0314344A (pt) 2005-07-12
HK1085463A1 (zh) 2006-08-25
RU2326121C3 (ru) 2021-09-17
CY1113578T1 (el) 2016-06-22
BRPI0314344B1 (pt) 2019-11-26
MXPA05003674A (es) 2005-06-08
DK1555267T3 (da) 2013-02-11
EP2570418A2 (en) 2013-03-20
FR14C0066I2 (fr) 2015-05-22
EP1555267B1 (en) 2013-01-16
CN102532162B (zh) 2015-05-27
PL376157A1 (en) 2005-12-27
KR20050061473A (ko) 2005-06-22
EP1555267A1 (en) 2005-07-20
JP4186065B2 (ja) 2008-11-26
PL217919B1 (pl) 2014-09-30
EP1555267A4 (en) 2010-08-18

Similar Documents

Publication Publication Date Title
EP2570418A3 (en) 2,3-dihydro-6-nitroimidazo[2,1-b]oxazoles
MY146646A (en) 2,3-dihydro-6-nitroimidazo [2,1-b] oxazole compounds for the treatment of tuberculosis
PH12015501098A1 (en) Antituberculous composition comprising oxazole compounds
MX2010003394A (es) Derivado de gamma-aminoacido biciclico.
MXPA05012033A (es) Compuesto de pirimidina y composicion para el control de plagas que contiene el mismo.
MX2009003073A (es) Derivado de 2-piridincarboxamida que tiene efecto activador de gk.
EP1826196A3 (en) Vinyl ether compounds
EP1026222A3 (en) Organic material for electroluminescent device and electroluminescent device using the same
DE60206154D1 (de) Bicyclo[3,1,0]hexan als strukturelement enthaltende oxazolidinon-antibiotika und deren derivate
TW200612920A (en) Novel imidazolidine derivatives
WO2003035620A1 (en) Bicyclic compound
WO2004000826A8 (ja) エポキシトリアゾール誘導体およびその中間体の製造方法
MX2023009666A (es) Composicion herbicida.
CA2287054A1 (en) 1,3,8-triazaspiro¬4,5|decanone compounds as orl1-receptor agonists
MY149301A (en) Epoxy compound and method for manufacturing the same
UA91822C2 (ru) СОЕДИНЕНИЕ 2,3-ДИГИДРО-6-НИТРОИМИДАЗО[2,1-b]ОКСАЗОЛА ДЛЯ ЛЕЧЕНИЯ ТУБЕРКУЛЕЗА
TW200600085A (en) External preparation
TW200609218A (en) Bicyclic compounds
EP0721945A4 (en) BENZOLACTAM DERIVATIVES
TW200604161A (en) Chemical process
WO2008140045A1 (ja) 油類用添加剤およびこれを含有する潤滑油
MY145368A (en) Aminoquinoxaline compounds and polyaminoquinoxaline compounds, and use thereof
EP1475374A4 (en) THIADIAZOLE COMPOUNDS AND USES THEREOF
TW200609232A (en) 1,4-dithienylbenzene derivatives
UA84052C2 (ru) Производное кумарина и его применение

Legal Events

Date Code Title Description
PUAI Public reference made under article 153(3) epc to a published international application that has entered the european phase

Free format text: ORIGINAL CODE: 0009012

17P Request for examination filed

Effective date: 20121122

AC Divisional application: reference to earlier application

Ref document number: 1555267

Country of ref document: EP

Kind code of ref document: P

AK Designated contracting states

Kind code of ref document: A2

Designated state(s): AT BE BG CH CY CZ DE DK EE ES FI FR GB GR HU IE IT LI LU MC NL PT RO SE SI SK TR

PUAL Search report despatched

Free format text: ORIGINAL CODE: 0009013

RIN1 Information on inventor provided before grant (corrected)

Inventor name: KAWASAKI, MASANORI

Inventor name: MIYAMURA, SHIN

Inventor name: TAI, KUNINORI

Inventor name: HASHIZUME, HIROYUKI

Inventor name: HARAGUCHI, YOSHIKAZU

Inventor name: HASEGAWA, TAKESHI

Inventor name: KOMATSU, MAKOTO

Inventor name: TSUBOUCHI, HIDETSUGU

Inventor name: SASAKI, HIROFUMI

Inventor name: SEIKE, YUJI

Inventor name: TOMISHIGE, TATSUO

Inventor name: KURODA, TAKESHI

Inventor name: KURODA, HIDEAKI

Inventor name: SUMIDA, TAKUMI

Inventor name: ITOTANI, MOTOHIRO

Inventor name: MATSUMOTO, MAKOTO

Inventor name: MATSUZAKI, TAKAYUKI

AK Designated contracting states

Kind code of ref document: A3

Designated state(s): AT BE BG CH CY CZ DE DK EE ES FI FR GB GR HU IE IT LI LU MC NL PT RO SE SI SK TR

RIC1 Information provided on ipc code assigned before grant

Ipc: C07D 498/20 20060101ALI20130524BHEP

Ipc: C07F 7/08 20060101ALI20130524BHEP

Ipc: C07D 498/04 20060101AFI20130524BHEP

Ipc: C07D 519/00 20060101ALI20130524BHEP

Ipc: A61K 31/424 20060101ALI20130524BHEP

RIN1 Information on inventor provided before grant (corrected)

Inventor name: TOMISHIGE, TATSUO

Inventor name: KOMATSU, MAKOTO

Inventor name: KAWASAKI, MASANORI

Inventor name: TSUBOUCHI, HIDETSUGU

Inventor name: MATSUMOTO, MAKOTO

Inventor name: KURODA, TAKESHI

Inventor name: HARAGUCHI, YOSHIKAZU

Inventor name: HASEGAWA, TAKESHI

Inventor name: SASAKI, HIROFUMI

Inventor name: SEIKE, YUJI

Inventor name: MIYAMURA, SHIN

Inventor name: ITOTANI, MOTOHIRO

Inventor name: KURODA, HIDEAKI

Inventor name: HASHIZUME, HIROYUKI

Inventor name: TAI, KUNINORI

Inventor name: MATSUZAKI, TAKAYUKI

Inventor name: SUMIDA, TAKUMI

REG Reference to a national code

Ref country code: HK

Ref legal event code: DE

Ref document number: 1181049

Country of ref document: HK

GRAP Despatch of communication of intention to grant a patent

Free format text: ORIGINAL CODE: EPIDOSNIGR1

RIC1 Information provided on ipc code assigned before grant

Ipc: C07D 498/20 20060101ALI20170608BHEP

Ipc: C07D 498/04 20060101AFI20170608BHEP

Ipc: A61P 31/06 20060101ALI20170608BHEP

Ipc: C07F 7/08 20060101ALI20170608BHEP

Ipc: C07D 519/00 20060101ALI20170608BHEP

Ipc: A61K 31/424 20060101ALI20170608BHEP

INTG Intention to grant announced

Effective date: 20170704

RIN1 Information on inventor provided before grant (corrected)

Inventor name: TAI, KUNINORI

Inventor name: TOMISHIGE, TATSUO

Inventor name: KAWASAKI, MASANORI

Inventor name: HARAGUCHI, YOSHIKAZU

Inventor name: KURODA, TAKESHI

Inventor name: MATSUZAKI, TAKAYUKI

Inventor name: KURODA, HIDEAKI

Inventor name: SASAKI, HIROFUMI

Inventor name: ITOTANI, MOTOHIRO

Inventor name: HASHIZUME, HIROYUKI

Inventor name: SEIKE, YUJI

Inventor name: HASEGAWA, TAKESHI

Inventor name: KOMATSU, MAKOTO

Inventor name: MATSUMOTO, MAKOTO

Inventor name: SUMIDA, TAKUMI

Inventor name: MIYAMURA, SHIN

Inventor name: TSUBOUCHI, HIDETSUGU

STAA Information on the status of an ep patent application or granted ep patent

Free format text: STATUS: THE APPLICATION IS DEEMED TO BE WITHDRAWN

18D Application deemed to be withdrawn

Effective date: 20171115

REG Reference to a national code

Ref country code: HK

Ref legal event code: WD

Ref document number: 1181049

Country of ref document: HK